2-甲基苯并噻吩 | 1195-14-8

• 物质功能分类: 医药中间体 - 噻吩类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 2-甲基苯并噻吩
• 中文别名: 2-甲基苯并[b]噻吩；2-甲基苯丙[B]噻吩
• 英文名称: 2-Methylbenzothiophene
• 英文别名: 2-methylbenzo[b]thiophene；2-methyl-1-benzothiophene
• CAS: 1195-14-8
• 化学式: C₉H₈S
• mdl: MFCD00216250
• 分子量: 148.229
• InChiKey: BLZKSRBAQDZAIX-UHFFFAOYSA-N

物化性质

• 熔点：
  47-52 °C (lit.)
• 沸点：
  228.84°C (rough estimate)
• 密度：
  1.0794 (rough estimate)
• 闪点：
  113 °C
• 溶解度：
  溶于甲醇
• LogP：
  3.710
• 保留指数：
  1272.9;1284.6
• 稳定性/保质期：

  如果按照规格使用和储存，则不会分解，没有已知危险反应。请避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S24/25
• 危险类别码：
  R22
• WGK Germany：
  3
• 海关编码：
  2934999090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  保持贮藏器密封，并将其存放在阴凉、干燥处。确保工作环境有良好的通风或排气设施。

SDS

Name:	2-Methylbenzo[b]thiophene Material Safety Data Sheet
Synonym:	2-Methylthianaphthene
CAS:	1195-14-8

Section 1 - Chemical Product MSDS Name:2-Methylbenzo[b]thiophene Material Safety Data Sheet
Synonym:2-Methylthianaphthene

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1195-14-8	2-Methylbenzo[b]thiophene	100	214-792-2

Hazard Symbols: XN
Risk Phrases: 22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. May be harmful if inhaled.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
Wash mouth out with water. If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1195-14-8: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 47 - 52 deg C
Autoignition Temperature: Not available.
Flash Point: > 109 deg C (> 228.20 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H8S
Molecular Weight: 148.23

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, sulfur oxides (SOx), including sulfur oxide and sulfur dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1195-14-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Methylbenzo[b]thiophene - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 22 Harmful if swallowed.
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 1195-14-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1195-14-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1195-14-8 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-甲基苯并噻吩 在 sodium tetrahydroborate 、 nickel dichloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.25h， 以62%的产率得到正丙基苯
  参考文献：
  名称：

  Desulfurization of benzo- and dibenzothiophenes with nickel boride

  摘要：

  Nickel boride, prepared from the reduction of nickel chloride hexahydrate with sodium borohydride in methanol-tetrahydrofuran, reduces benzothiophenes to alkylbenzenes and dibenzothiophenes to biphenyls. The reaction is rapid at or below room temperature and does not require protection from the atmosphere. Best results are obtained when the nickel boride is generated in situ in the presence of the sulfur compound. Hydroxyl, carboxyl, ester, and amino groups are unaffected while chloro, bromo, and nitro substituents are also reduced under these conditions. A short-lived intermediate, possibly a nickel hydride species, appears to be required in the desulfurization. Complexation of the substrate to the nickel boride surface, followed by stepwise reduction of the two C-S bonds, occurs. The faster disappearance of dibenzothiophene containing the lighter S-32 isotope compared to that with S-34 (k(S-32)/k(S-34) = 1.005 to 1.006) suggests that C-S bond cleavage is the rate-determining step.

  DOI：

  10.1021/jo00033a017
• 作为产物：
  描述：

  正丙基苯 在 chromium corundum 、 chlorosulphuric acid 作用下， 生成 2-甲基苯并噻吩
  参考文献：
  名称：

  The Vapor Phase Catalytic Synthesis of Thianaphthenes

  摘要：

  DOI：

  10.1021/ja01184a081
• 作为试剂：
  描述：

  叔丁基锂 、 苯并噻吩 、 四氢呋喃 、 碘甲烷 在 Brine 、 magnesium sulfate 、 2-甲基苯并噻吩 作用下， 以 乙醚 为溶剂， 反应 0.67h， 生成 2-甲基苯并噻吩
  参考文献：
  名称：

  Biphenylsulfonamides and derivatives thereof that modulate the activity of endothelin

  摘要：

  本发明提供了二苯基磺酰胺类化合物及其调节或改变内皮素家族肽活性的方法。具体地，提供了双环或三环碳或杂环环二苯基磺酰胺类化合物以及使用这些磺酰胺类化合物通过与受体接触来抑制内皮素肽与内皮素受体结合的方法。本发明还提供了通过给予有效量的这些磺酰胺类化合物或其前药来抑制或增加内皮素活性的方法，用于治疗内皮素介导的疾病。

  公开号：

  US06613804B2

文献信息

• [EN] HETEROCYCLIC COMPOUNDS FOR THE TREATMENT OF STRESS-RELATED CONDITIONS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES POUR LE TRAITEMENT D'ÉTATS LIÉS AU STRESS
  申请人：OTSUKA PHARMA CO LTD

  公开号：WO2010137738A1

  公开（公告）日：2010-12-02

  The present invention provides a novel heterocyclic compound. A heterocyclic compound represented by general formula (1) wherein, R1 and R2, each independently represent hydrogen; a phenyl lower alkyl group that may have a substituent(s) selected from the group consisting of a lower alkyl group and the like on a benzene ring and/or a lower alkyl group; or a cyclo C3-C8 alkyl lower alkyl group; or the like; R3 represents a lower alkynyl group or the like; R4 represents a phenyl group that may have a substituent(s) selected from the group consisting of a 1,3,4-oxadiazolyl group that may have e.g., halogen or a heterocyclic group selected from pyridyl group and the like; the heterocyclic group may have at least one substituent(s) selected from a lower alkoxy group and the like or a salt thereof.

  本发明提供了一种新颖的杂环化合物。一种由通式（1）表示的杂环化合物，其中，R1和R2分别独立表示氢；苯基较低烷基基团，可能在苯环和/或较低烷基基团上具有从较低烷基基团等组成的取代基；或环C3-C8烷基较低烷基基团；或类似物；R3表示较低炔基基团或类似物；R4表示可能具有从1,3,4-噁二唑基团（例如，卤素）或从吡啶基团等组成的取代基的苯基团；所述杂环基可能具有至少一个从较低烷氧基等选择的取代基或其盐。
• KINASE MODULATORS FOR THE TREATMENT OF CANCER
  申请人：Synovo GmbH

  公开号：US20170313661A1

  公开（公告）日：2017-11-02

  A method of treating cancer in which a compound that inhibits the expression, production or release of IL-10 by immune cells is combined with a compound that stimulates the production of IL-12 when given in combination with, or in the presence of TNFa. Said method is effective when provided in addition to standard therapies, notably chemotherapy using cytotoxic drugs and other forms of immune therapy including therapeutic vaccines.

  一种治疗癌症的方法，其中抑制免疫细胞表达、产生或释放IL-10的化合物与在与TNFa联合给予或存在的情况下刺激IL-12产生的化合物结合。所述方法在提供标准疗法的基础上有效，特别是包括使用细胞毒性药物的化疗和其他形式的免疫疗法，包括治疗性疫苗。
• Cyclopenta[<i>b</i>]annulation of Heteroarenes by Organocatalytic γ′[C(sp³)−H] Functionalization of Ynones
  作者：Moluguri Raghu、Jagdeep Grover、S. S. V. Ramasastry

  DOI：10.1002/chem.201604562

  日期：2016.12.19

  to the designed ynones triggers γ′[C(sp3)−H] functionalization, leading to the formation of heteroaryl‐based ortho‐quinodimethane (oQDM) intermediates that undergo carbocyclization to provide cyclopentannulated heteroarenes in good yields and excellent stereoselectivities. Deuterium‐labeling experiments substantiated the proposed reaction mechanism as well as the speculated epimerization.

  对于环戊二烯并[一种新方法b通过金属和无定向基团的γ'[C（SP杂芳烃的]环3）-H]官能化和ynones的分子内加氢烷基化得到了发展。在史无前例的事件中，将有机膦亲核加成到设计的炔酮上会触发γ'[C（SP 3）-H]功能化，导致形成杂芳基邻喹啉二甲烷（oQDM）中间体，该中间体经过碳环化作用以提供环戊环杂芳烃具有良好的收率和出色的立体选择性。氘标记实验证实了拟议的反应机理以及推测的差向异构。
• POLYSUBSTITUTED DERIVATIVES OF 2-HETEROARYL-6-PHENYLIMIDAZO[1,2-a]PYRIDINES, AND PREPARATION AND THERAPEUTIC USE THEREOF
  申请人：DE PERETTI Danielle

  公开号：US20110065727A1

  公开（公告）日：2011-03-17

  Compounds of formula (I): wherein R, R 1 , R 2 , R 3 , R 4 and X are as defined in the disclosure, or an acid addition salt thereof, and the therapeutic use and process of synthesis thereof.

  式（I）的化合物： 其中R、R1、R2、R3、R4和X如披露中所定义，或其酸盐，以及其治疗用途和合成过程。
• [EN] CARBOXYL SUBSTITUTED INDOLES FOR USE AS PPAR ALPHA MODULATORS<br/>[FR] INDOLES À SUBSTITUTION CARBOXYLE DESTINÉS À ÊTRE UTILISÉS EN TANT QUE MODULATEURS DU PPAR-ALPHA
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2009147121A1

  公开（公告）日：2009-12-10

  There is provided according to the invention novel compounds of formula (I) or pharmaceutically acceptable salts or solvates thereof wherein one of R1 and R2 is H and the other is COOH. The compounds are useful as PPAR modulators.

  根据本发明提供了式(I)的新化合物或其药用可接受的盐或溶剂，其中R1和R2中的一个是H，另一个是COOH。这些化合物可用作PPAR调节剂。

表征谱图